2-Iodopyridine → HCID 66597928, compound

HRID 422505Notes

Reaction equation

HRID 422505 reaction equation
I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:8]([N:12]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]1=[O:21])[CH2:9][C:10]#[CH:11]>>[N:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[C:11]#[C:10][CH2:9][CH2:8][N:12]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]1=[O:21]

Participants

3

Reactant 2

HCID 2211262-IodopyridineHCID 86086804HCID 86086804, compound

Product 1

HCID 66597928HCID 66597928, compoundYield 37%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 2-iodopyridine (94 mg, 0.46 mmol) and 2-(but-3-ynyl)isoindolin-1-one (85 mg, 0.46 mmol). Reaction conditions: 14 hours at room temperature. The crude residue was purified by flash chromatography (cyclohexane/AcOEt 1:1 to 0:1) to yield 45 mg (0.17 mmol, 37%) of 2-(4-(pyridin-2-yl)but-3-ynyl)isoindolin-1-one as a white solid (M.P.=94-98° C.).

Workup

  1. customReaction conditions
  2. custom14 hours
  3. customat room temperature
  4. customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 1:1 to 0:1)

Sources & evidence

ORD record
ord-1c77b3f718084c499c646e751e7d707c
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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